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23 Best Serena van der Woodsen Outfits Ever

Boho layers, tall boots, sequins and gold gowns: Serena van der Woodsen's 23 best looks from Gossip Girl.

Best Serena van der Woodsen outfits

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Spotted: Serena van der Woodsen, back on the Upper East Side, looking effortless as ever. If Blair Waldorf was Gossip Girl‘s rule-follower in headbands, Serena was the girl who threw on whatever was nearest and still stopped traffic. Tall boots, slouchy bags, sequins at noon and a gold gown by night: her style defined the late 2000s. Here are 23 of her best looks.

What made Serena’s style work

Costume designer Eric Daman built Serena as Blair’s opposite. Where Blair is polished and preppy, Serena is undone and a little bohemian: the Constance uniform worn with the shirt untucked, a vintage-looking jacket over a sequinned skirt, jewellery piled on. She mixes high and low, shiny and soft, and never looks like she tried. In the evenings, she glows in gold and metallics.

Her signatures:

  • Tall boots and opaque tights
  • Sequinned skirts and cardigans worn in the daytime
  • Leather and military-style jackets
  • Big, slouchy bags
  • Layered necklaces and stacked bangles
  • Gold for every big night

The 23 best Serena van der Woodsen outfits

1. Back on the Upper East Side

Image: Pinterest · Gossip Girl, The CW

2. The gold sequin dress

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3. Peacoat and stripes

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4. Sequin cardigan and the Constance plaid

The school uniform, Serena-style: a sparkly cardigan, the plaid skirt and over-the-knee socks.

Image: Pinterest · Gossip Girl, The CW

5. A purple tunic and tights

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6. White turtleneck and a camel coat

Image: Pinterest · Gossip Girl, The CW

7. Denim vest and grey jeans

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8. All black and a slouchy bag

Image: Pinterest · Gossip Girl, The CW

9. Tall boots and a yellow cab

Image: Pinterest · Gossip Girl, The CW

10. The polka-dot bag

Image: Pinterest · Gossip Girl, The CW

11. The cotillion gown

White and gold, full-skirted and very Upper East Side.

Image: Pinterest · Gossip Girl, The CW

12. A short gold party dress

Image: Pinterest · Gossip Girl, The CW

13. The strapless gold gown

Image: Pinterest · Gossip Girl, The CW

14. Grey lace for the ballet

Image: Pinterest · Gossip Girl, The CW

15. Denim jacket and a sequin mini

Image: Pinterest · Gossip Girl, The CW

16. A grey dress with a studded hem

Image: Pinterest · Gossip Girl, The CW

17. Black lace and layered necklaces

Image: Pinterest · Gossip Girl, The CW

18. Cobalt trousers

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19. Burgundy blazer and leggings

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20. The plaid coat

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21. A draped grey blouse

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22. Boho print and a long scarf

Image: Pinterest · Gossip Girl, The CW

23. Brown jacket, plaid shorts, tall boots

Image: Pinterest · Gossip Girl, The CW

How to dress like Serena today

Mix one shiny thing into a plain day outfit, like a sequinned skirt under a denim jacket or a metallic top with grey jeans. Add tall boots, a big soft bag and a stack of necklaces. Leave your hair a little messy and your shirt half-tucked. For a big night, go gold. Serena’s secret is looking like she just rolled out of bed somewhere glamorous.

Frequently asked questions

Who designed Serena’s costumes in Gossip Girl?

Eric Daman was the costume designer of Gossip Girl (2007–2012).

How is Serena’s style different from Blair’s?

Blair is preppy and polished, with headbands, tights and ladylike dresses. Serena is boho and relaxed, with boots, jackets, sequins and messy hair. You can read our list of Blair Waldorf’s best outfits to compare.

Who plays Serena van der Woodsen?

Blake Lively, for all six seasons of the original series.

Images are embedded from Pinterest and remain the property of their owners. Gossip Girl © Warner Bros. Television / The CW.

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